Dempsey Hill Short-Term Rentals from S$100: Search Holiday Rentals

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Our top choices for Dempsey Hill holiday rentals

A spacious lobby with modern furniture, a large wall mural, and a reception desk.

1. Oakwood Premier Raffles Place Singapore

Downtown Singapore

William

includes taxes & fees

23 Oct - 24 Oct

A spacious lobby with high ceilings, large windows, and a variety of seating arrangements including sofas and chairs.

2. Citadines Connect Rochester Singapore

Queenstown

Chun Siew

includes taxes & fees

31 Oct - 1 Nov

A spacious lobby with a modern sofa, armchairs, ottomans, and a staircase.

3. Pan Pacific Serviced Suites Beach Road, Singapore

Kallang

"It was a great staycation. The room was comfortable and well-maintained, providing a relaxing environment. The facilities were adequate and the overall ambience was quiet and conducive for a comfortable stay. The staff were courteous and helpful throughout my stay. Check-in and check-out were smooth and hassle-free. Overall, it was a comfortable and enjoyable experience, and I would be happy to stay here again."

Sam

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a dining area, a television, a plant, and a large window with curtains.

4. Ascott Raffles Place Singapore

Downtown Singapore

Sandra

includes taxes & fees

24 Oct - 25 Oct

A modern building with a geometric facade and a swimming pool in front.

5. Dorsett Changi City Singapore

Tampines

Helen

includes taxes & fees

25 Oct - 26 Oct

A modern interior with a green sofa, wooden tables, and chairs.

6. Weave Suites - Midtown

Central Singapore

SM

includes taxes & fees

19 Oct - 20 Oct

A modern hotel lobby with a round table, wicker chairs, ceiling fans, and a view of the ISA Academy Hotel.

7. ISA Hotel Amber Road

East Coast

Christaan

includes taxes & fees

28 Oct - 29 Oct

A compact hotel room with a kitchenette, a bed with white linens, a small dining table with fruit, and a view of the outside through a window with blinds.

8. Hmlet Essentials Kallang

Kallang

Ka Tung Jessica

includes taxes & fees

27 Oct - 28 Oct

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Top Dempsey Hill Hotel Reviews

Swissotel The Stamford, Singapore

10/10 Excellent

"Great location, great services, view from Skai bar were so good we skipped going to the Marina Sands Ce La Vi bar. This hotel exceeded our expectations."

lyf Funan Singapore

8/10 Good

"The room was fantastic. Comfortable bed with lots of pillows and a big duvet room was perfectly sized for a solo traveller location perfect. While a gym is advertised, it was more a corner with some equipment. Including a giant wheel— like a giant version of what a guinea pig runs in. LOL. Breakfast was a 3 out of 5."

JEN Singapore Orchardgateway by Shangri-La

8/10 Good

"Overall it is a good hotel. Clean room, nice staff. The city view in the description doesn’t match the reality. The reception said they gave us an “upgrade” to club king but I am suspicious about this “upgrade” because our room is basically facing the other building directly so there is NO VIEW at all."

Hotel Waterloo Singapore - Handwritten Collection

10/10 Excellent

"Very nice and modern hotel. the self check in a little complicated but the staff is very helpful. We got our room in no time. The pool is nice for cool down in the hot afternoons. Hotel is actually very close to the Mrt station (direct walkway thru from the back), except Google map navigated around the block instead."

JEN Singapore Tanglin by Shangri-La

10/10 Excellent

"My stay wouldn’t be this great if I didn’t stay at JEN Singapore Tanglin by Shangri-La! Starting of with their well appointed rooms - all specifications such as room location and pillow preferences we’re followed. Food is always great from breakfast to their evening cocktails at the Club Lounge! Check out was breezy! Was able to check out at the Club Lounge avoiding the crowd at the front desk! Service requests made easy by using their app! I’m very happy and satisfied!!!"

Marina Bay Sands

10/10 Excellent

"The most extraordinary stay I’ve had. Staff were amazing and their hospitality is top tier. All of the hotel concierge were helpful but when I was facing a huge difficulty with my credit card the front desk agent really put herself in my place and not only understood my problem but solved it. I cannot thank the marina bay sands team for taking care of me during my stay. I am definitely gonna be coming back. Everything was just divine."

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Frequently asked questions

Are there holiday rentals in Dempsey Hill?

Yes, there are holiday rentals where you'll be just 3.6 mi (5.8 km) from Universal Studios Singapore, providing a more secluded option if you want a quiet place to stay. Dempsey Hill is known for its gardens and shopping. Make sure you have time to check out the restaurants and football games during your trip.

What’s there to see and do in Dempsey Hill?

While exploring the area, visit family-friendly sights like Universal Studios Singapore, or get outside and enjoy nature at National Orchid Garden. In the wider area, you’ll find popular places such as Orchard Road and Marina Bay Sands Casino.

What’s a holiday rental in Dempsey Hill like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Dempsey Hill. Holiday rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for family gatherings.

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Check prices for these dates

Our top choices for Dempsey Hill holiday rentals

1. Oakwood Premier Raffles Place Singapore

2. Citadines Connect Rochester Singapore

3. Pan Pacific Serviced Suites Beach Road, Singapore

4. Ascott Raffles Place Singapore

5. Dorsett Changi City Singapore

6. Weave Suites - Midtown

7. ISA Hotel Amber Road

8. Hmlet Essentials Kallang

9. Citadines Science Park Singapore

Find holiday rentals that suit your style

Top Dempsey Hill Hotel Reviews

Swissotel The Stamford, Singapore

lyf Funan Singapore

JEN Singapore Orchardgateway by Shangri-La

Hotel Waterloo Singapore - Handwritten Collection

JEN Singapore Tanglin by Shangri-La

Carlton Hotel Singapore

YOTEL Singapore Orchard Road

Marina Bay Sands

Grand Park City Hall

Explore a world of travel with Expedia

Frequently asked questions

Go further with the Expedia app

Dempsey Hill Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Dempsey Hill holiday rentals

1. Oakwood Premier Raffles Place Singapore

2. Citadines Connect Rochester Singapore

3. Pan Pacific Serviced Suites Beach Road, Singapore

4. Ascott Raffles Place Singapore

5. Dorsett Changi City Singapore

6. Weave Suites - Midtown

7. ISA Hotel Amber Road

8. Hmlet Essentials Kallang

9. Citadines Science Park Singapore

Find holiday rentals that suit your style

Top Dempsey Hill Hotel Reviews

Swissotel The Stamford, Singapore

Explore a world of travel with Expedia

Frequently asked questions

Go further with the Expedia app